DL 5680 then AA 2925 at Boston
Pittsburgh → Boston → Chicago O'Hare
Timetable, Boston time
20:47DL 5680 from Pittsburgh at the gate
19:40AA 2925 to Chicago O'Hare leaves the gate
22 h 53 apart on the timetable, overnight
AA 2925 leaves 22 h 53 after DL 5680 arrives on the timetable: more than half a day, so not a connection we count.